diff --git a/fluent-package/Rakefile b/fluent-package/Rakefile
index 759830c8e..6e925bfa2 100755
--- a/fluent-package/Rakefile
+++ b/fluent-package/Rakefile
@@ -401,9 +401,9 @@ class BuildTask
       desc "Install Ruby for Windows"
       task :rubyinstaller => [:"download:ruby"] do
         extract_ruby_installer
-        apply_ruby_installer_patches
         setup_windows_build_env
         find_and_put_dynamiclibs
+        apply_ruby_installer_patches
       end
 
       desc "Install ruby gems"
@@ -791,8 +791,17 @@ class BuildTask
       dependency = Gem::Dependency.new('', version_condition)
       if dependency.match?('', ruby_version)
         patch_path = File.join(__dir__, "patches", patch_name)
-        cd(ruby_lib_dir) do
-          sh("ridk", "exec", "patch", "-p2", "--input=#{patch_path}")
+        if patch_name.start_with?("rubyinstaller/")
+          # Patches for RubyInstaller's binary package
+          base_dir = fluent_package_staging_dir
+          strip_level = 1
+        else
+          # patches for Ruby source tree
+          base_dir = ruby_lib_dir
+          strip_level = 2
+        end
+        cd(base_dir) do
+          sh("ridk", "exec", "patch", "-p#{strip_level}", "--input=#{patch_path}")
         end
       end
     end
diff --git a/fluent-package/config.rb b/fluent-package/config.rb
index 21c06bf35..26b747067 100644
--- a/fluent-package/config.rb
+++ b/fluent-package/config.rb
@@ -35,10 +35,8 @@
 BUNDLED_RUBY_INSTALLER_X64_VERSION = "3.2.2-1"
 BUNDLED_RUBY_INSTALLER_X64_SHA256SUM = "1f0f55ba0790676be6d701515a244159e9ca2d6314f1101560e3e8a277a2661e"
 
-# Patch files are assumed to be for Ruby's source tree, then applied to
-# lib/ruby/x.y.0 in RubyInstaller. So that "-p2" options will be passed
-# to patch command.
+# Files under rubyinstaller/ are patches for RubyInstaller's binary package.
+# Other patches for Ruby's source tree which can be shared with BUNDLED_RUBY_PATCHES.
 BUNDLED_RUBY_INSTALLER_PATCHES = [
-  # An example entry:
-  # ["ruby-3.0/0001-ruby-resolv-Fix-confusion-of-received-response-messa.patch", ["= 3.0.1"]],
+  ["rubyinstaller/0001-Skip-searching-registry-for-detecting-MSYS2-installa.patch", [">= 0"]],
 ]
diff --git a/fluent-package/patches/rubyinstaller/0001-Skip-searching-registry-for-detecting-MSYS2-installa.patch b/fluent-package/patches/rubyinstaller/0001-Skip-searching-registry-for-detecting-MSYS2-installa.patch
new file mode 100644
index 000000000..0c57a0712
--- /dev/null
+++ b/fluent-package/patches/rubyinstaller/0001-Skip-searching-registry-for-detecting-MSYS2-installa.patch
@@ -0,0 +1,37 @@
+From 8616bc218e6461f977c78d1a8028a7c4ab2b4ece Mon Sep 17 00:00:00 2001
+From: Takuro Ashie <ashie@clear-code.com>
+Date: Fri, 16 Feb 2024 13:50:04 +0900
+Subject: [PATCH] Skip searching registry for detecting MSYS2 installation
+
+It causes crash when the registry key contains a non-ASCII subkey and
+ruby is executed with '-Eascii-8bit:ascii-8bit'.
+In addition, make sure to eliminate influences of external MSYS2.
+
+Signed-off-by: Takuro Ashie <ashie@clear-code.com>
+---
+ .../3.2.0/ruby_installer/runtime/msys2_installation.rb          | 2 ++
+ 1 file changed, 2 insertions(+)
+
+diff --git a/lib/ruby/site_ruby/3.2.0/ruby_installer/runtime/msys2_installation.rb b/lib/ruby/site_ruby/3.2.0/ruby_installer/runtime/msys2_installation.rb
+index ae1db823..062d10bf 100644
+--- a/lib/ruby/site_ruby/3.2.0/ruby_installer/runtime/msys2_installation.rb
++++ b/lib/ruby/site_ruby/3.2.0/ruby_installer/runtime/msys2_installation.rb
+@@ -62,6 +62,7 @@ module Runtime # Rewrite from D:/a/rubyinstaller2/rubyinstaller2/lib/ruby_instal
+       yield "c:/msys64"
+       yield "c:/msys32"
+ 
++=begin
+       # If msys2 is installed per installer.exe
+       require "win32/registry"
+       [
+@@ -86,6 +87,7 @@ module Runtime # Rewrite from D:/a/rubyinstaller2/rubyinstaller2/lib/ruby_instal
+         rescue Win32::Registry::Error
+         end
+       end
++=end
+ 
+       ENV['PATH'] && ENV['PATH'].split(";").each do |path|
+         # If /path/to/msys64 is in the PATH (e.g. Chocolatey)
+-- 
+2.34.1
+